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有机硫化合物

有机硫化合物是指含有硫原子的有机化合物。这些化合物在自然界中广泛存在,在医药、农药和材料科学等领域有着重要的应用。有机硫化合物因其化学性质独特,在药物设计、合成化学以及材料制备方面扮演着重要角色。

1. 结构与分类

有机硫化合物可以按硫的连接方式分为饱和和不饱和类,如二硫化物、噻吩衍生物、砜等。常见的结构类型有:

  • 二硫化物:含-S-S-键的化合物。
  • 硫醚(Thiols):含有-R-S-H或-R-S-R 基团的化合物。
  • 磺酸酯(Sulfonates)与磺酸盐(Sulfonates):带有-SO3H基团的化合物,广泛应用于合成和制药领域。
  • 噻吩及其衍生物:具有环状结构的有机硫化物。
2. 生物学活性

许多有机硫化合物在生物学上有重要功能或应用潜力。例如:

  • 某些硫醚类药物被用于抗真菌、抗菌以及抗癌治疗。
  • 硫代葡萄糖苷(Glycosinolate)是十字花科植物中的一种天然存在物质,具有生物活性。
3. 合成方法

有机硫化合物可通过多种途径合成:

  • 亲核取代反应:使用含硫试剂与卤化物进行反应。
  • 自由基加成法:采用氧化剂引发自由基形成,通过烯烃与H2S、R-S-H等反应制备。
  • 金属催化转化:利用钯、铜等催化剂促进特定硫化过程。
4. 应用领域

有机硫化合物的应用广泛:

  • 医药领域:用于开发抗菌剂、抗病毒药物及抗癌药物等。
  • 农学研究:某些有机硫化合物作为生物农药的有效成分,能够抑制病害的发生。
  • 材料科学与技术:在导电聚合物和塑料添加剂中有重要应用。
5. 环境与安全性

尽管有机硫化合物具有许多潜在益处,但其生产和使用也可能对环境造成影响。因此,在设计和合成这些化合物时需要考虑可持续性和环保性因素。

以上是对有机硫化合物的简单介绍,包括它们的结构、生物学活性、合成方法及其应用领域等基本信息。

中文名称 英文名称 CAS号 化学式 结构式图片
—— 5-[(2-chlorophenyl)thio]thiophene-2-sulfonamide 63031-97-0 C10H8ClNO2S3
5-[(2-chlorophenyl)thio]thiophene-2-sulfonamide
—— ethyl 2-((2-chlorophenyl)thio)acetate 137583-58-5 C10H11ClO2S
ethyl 2-((2-chlorophenyl)thio)acetate
—— 1-Chloro-2-(cyclopent-3-enylsulfanyl)-benzene 1258451-51-2 C11H11ClS
1-Chloro-2-(cyclopent-3-enylsulfanyl)-benzene
—— (2R,3S)-3-(2-chloro-phenylsulfanyl)-3-phenyl-propane-1,2-diol 693220-70-1 C15H15ClO2S
(2R,3S)-3-(2-chloro-phenylsulfanyl)-3-phenyl-propane-1,2-diol
—— 1-[5-(2-chlorophenylsulfanyl)-4-nitro-2-thienyl]ethanone 1247819-54-0 C12H8ClNO3S2
1-[5-(2-chlorophenylsulfanyl)-4-nitro-2-thienyl]ethanone
—— Ethyl 2',2'-dimethoxyspiro[1,3-dithiane-2,10'-tricyclo[9.3.1.14,8]hexadeca-1(15),4(16),5,7,11,13-hexaene]-6'-carboxylate 132491-50-0 C24H28O4S2
Ethyl 2',2'-dimethoxyspiro[1,3-dithiane-2,10'-tricyclo[9.3.1.14,8]hexadeca-1(15),4(16),5,7,11,13-hexaene]-6'-carboxylate
—— bis((2-chlorophenyl)thio)methane 105972-85-8 C13H10Cl2S2
bis((2-chlorophenyl)thio)methane
—— 4-((2-chlorophenyl)thio)aniline 4726-27-6 C12H10ClNS
4-((2-chlorophenyl)thio)aniline
—— (4R,5S)-5-(phenylthio)octan-4-yl acetate 1202357-39-8 C16H24O2S
(4R,5S)-5-(phenylthio)octan-4-yl acetate
—— N,N-dimethyl-2-(3-hydroxyphenylthio)benzylamine N-oxide 134987-27-2 C15H17NO2S
N,N-dimethyl-2-(3-hydroxyphenylthio)benzylamine N-oxide
—— Ethyl 2',2'-dimethoxyspiro[1,3-dithiane-2,10'-tricyclo[9.3.1.14,8]hexadeca-1(15),4,6,8(16),11,13-hexaene]-5'-carboxylate 132491-51-1 C24H28O4S2
Ethyl 2',2'-dimethoxyspiro[1,3-dithiane-2,10'-tricyclo[9.3.1.14,8]hexadeca-1(15),4,6,8(16),11,13-hexaene]-5'-carboxylate
—— 3,4-Dihydro-3-methyl-2-methylthio-4-oxo-5-(3-oxobutyl)pyrimidine 134039-59-1 C10H14N2O2S
3,4-Dihydro-3-methyl-2-methylthio-4-oxo-5-(3-oxobutyl)pyrimidine
—— 4,5-Bis-((S)-2-dodecyloxy-propylsulfanyl)-[1,3]dithiole-2-thione 887256-45-3 C33H62O2S5
4,5-Bis-((S)-2-dodecyloxy-propylsulfanyl)-[1,3]dithiole-2-thione
—— 6-methyl-17-thia-2,12,13,15-tetrazatetracyclo[8.7.0.03,8.012,16]heptadeca-1(10),2,4,6,8,13,15-heptaen-11-ol 144918-77-4 C13H10N4OS
6-methyl-17-thia-2,12,13,15-tetrazatetracyclo[8.7.0.03,8.012,16]heptadeca-1(10),2,4,6,8,13,15-heptaen-11-ol
—— (S)-2-t-butoxycarbonylamino-4-[2-chloro-4-(2-methoxymethoxy-5-trifluoromethylphenylthio)phenyl]-2-methylbutan-1-al 1260512-34-2 C25H29ClF3NO5S
(S)-2-t-butoxycarbonylamino-4-[2-chloro-4-(2-methoxymethoxy-5-trifluoromethylphenylthio)phenyl]-2-methylbutan-1-al
—— (S)-2-(((tert-butoxy)carbonyl)amino)-4-{2-chloro-4-(5-ethoxy-2-(methoxymethyloxy)phenylthio)phenyl}-2-propylbutan-1-al 1383617-58-0 C28H38ClNO6S
(S)-2-(((tert-butoxy)carbonyl)amino)-4-{2-chloro-4-(5-ethoxy-2-(methoxymethyloxy)phenylthio)phenyl}-2-propylbutan-1-al
—— 2-tert-butyl-2-tert-butylthiovinyl chloride 144216-65-9 C10H19ClS
2-tert-butyl-2-tert-butylthiovinyl chloride
—— N-[2-(4-Chloro-phenylsulfanyl)-3,4-dioxo-cyclobut-1-enyl]-acetamide 152836-88-9 C12H8ClNO3S
N-[2-(4-Chloro-phenylsulfanyl)-3,4-dioxo-cyclobut-1-enyl]-acetamide
—— (E)-4-acetoxy-5-phenylthio-oct-4-ene 123630-52-4 C16H22O2S
(E)-4-acetoxy-5-phenylthio-oct-4-ene
—— 3,4-Dihydro-3,6-dimethyl-2-methylthio-4-oxo-5-(3-oxobutyl)pyrimidine 134039-57-9 C11H16N2O2S
3,4-Dihydro-3,6-dimethyl-2-methylthio-4-oxo-5-(3-oxobutyl)pyrimidine
—— N-pyridin-2-yl-5-[4-[4-[5-(pyridin-2-ylcarbamoyl)thiophen-2-yl]phenyl]sulfanylphenyl]thiophene-2-carboxamide 372111-20-1 C32H22N4O2S3
N-pyridin-2-yl-5-[4-[4-[5-(pyridin-2-ylcarbamoyl)thiophen-2-yl]phenyl]sulfanylphenyl]thiophene-2-carboxamide
—— 11-(2-hydroxyethyl)thio<1,2,4>triazolo<5',1': 2,3><1,3>thiazino<6,5-b>quinoline 144918-91-2 C14H12N4OS2
11-(2-hydroxyethyl)thio<1,2,4>triazolo<5',1': 2,3><1,3>thiazino<6,5-b>quinoline
—— 11-ethoxy-5-methyl-17-thia-2,12,13,15-tetrazatetracyclo[8.7.0.03,8.012,16]heptadeca-1(10),2,4,6,8,13,15-heptaene 144918-86-5 C15H14N4OS
11-ethoxy-5-methyl-17-thia-2,12,13,15-tetrazatetracyclo[8.7.0.03,8.012,16]heptadeca-1(10),2,4,6,8,13,15-heptaene
—— 2-Propanesulfenothioic acid 76877-94-6 C3H8S2
2-Propanesulfenothioic acid
—— dipentadecylsulfane 126841-39-2 C30H62S
dipentadecylsulfane
—— 1,3-Dithietane-2,2,4,4-tetrapropanenitrile, 1,1,3,3-tetraoxide 153758-58-8 C14H16N4O4S2
1,3-Dithietane-2,2,4,4-tetrapropanenitrile, 1,1,3,3-tetraoxide
—— pentadecylphenyl sulphide 95177-35-8 C21H36S
pentadecylphenyl sulphide
—— 2-[(4,5-dihydroxy-2-methylphenyl)thio]quinazolin-4(3H)-one 1134436-18-2 C15H12N2O3S
2-[(4,5-dihydroxy-2-methylphenyl)thio]quinazolin-4(3H)-one
—— 4-(1H-benzimidazol-2-ylsulfanyl)-5-methylbenzene-1,2-diol 1436419-97-4 C14H12N2O2S
4-(1H-benzimidazol-2-ylsulfanyl)-5-methylbenzene-1,2-diol
—— 4-(benzo[d]thiazol-2'-ylthio)-5-methylbenzene-1,2-diol 1521221-77-1 C14H11NO2S2
4-(benzo[d]thiazol-2'-ylthio)-5-methylbenzene-1,2-diol
—— 3-pentadecylthiopropanol 83518-35-8 C18H38OS
3-pentadecylthiopropanol
—— 6,7-Dihydrothieno<2,3-b><1,4>thiazepin-5(4H)-on 166192-28-5 C7H7NOS2
6,7-Dihydrothieno<2,3-b><1,4>thiazepin-5(4H)-on
—— 3-Amino-2-cyan-3-(phenylthio)acrylsaeure-methylester 114907-85-6 C11H10N2O2S
3-Amino-2-cyan-3-(phenylthio)acrylsaeure-methylester
—— <(4,6-dimethylpyrimidin-2-ylthio)pentyl>pyridinium bromide 90094-31-8 Br*C16H22N3S
<(4,6-dimethylpyrimidin-2-ylthio)pentyl>pyridinium bromide
—— <(4,6-dimethylpyrimidin-2-ylthio)pentyl>triethylammonium bromide 90094-33-0 Br*C17H32N3S
<(4,6-dimethylpyrimidin-2-ylthio)pentyl>triethylammonium bromide
—— 2-(ω-bromopentylthio)-4,6-dimethylpyrimidine 15018-35-6 C11H17BrN2S
2-(ω-bromopentylthio)-4,6-dimethylpyrimidine
—— 1-thiocyanatotetradecane 6873-46-7 C15H29NS
1-thiocyanatotetradecane
—— tris-(2-carbamimidoylmercapto-ethyl)-amine 92988-71-1 C9H21N7S3
tris-(2-carbamimidoylmercapto-ethyl)-amine
—— 2-benziltio-5-cloroanilina 74462-18-3 C13H12ClNS
2-benziltio-5-cloroanilina
—— 2-phenylthio-3-bromofuro<2,3-b>pyridine 142502-90-7 C13H8BrNOS
2-phenylthio-3-bromofuro<2,3-b>pyridine
—— 2-methyl-3-(phenylthio)cyclohex-2-en-1-one 97400-54-9 C13H14OS
2-methyl-3-(phenylthio)cyclohex-2-en-1-one
—— 1,1,1,2,2,3,3,4,4,5,5,6,6-Tridecafluoro-8-isothiocyanatomethylsulfanyl-octane 177326-45-3 C10H6F13NS2
1,1,1,2,2,3,3,4,4,5,5,6,6-Tridecafluoro-8-isothiocyanatomethylsulfanyl-octane
—— 1-(Phenylthio)-1-(trimethylsilyl)-1,2-propadiene 123289-30-5 C12H16SSi
1-(Phenylthio)-1-(trimethylsilyl)-1,2-propadiene
—— phenyl tetradecanyl sulfide 94763-48-1 C20H34S
phenyl tetradecanyl sulfide
—— (1R,6R)-6-(Phenylsulfanyl)cyclohex-2-en-1-ol 60789-34-6 C12H14OS
(1R,6R)-6-(Phenylsulfanyl)cyclohex-2-en-1-ol
—— 2-bromoethyl phenyl sulfide 35088-66-5 C8H7BrS
2-bromoethyl phenyl sulfide
—— 2-phenylthiofuro<2,3-b>pyridine 142502-89-4 C13H9NOS
2-phenylthiofuro<2,3-b>pyridine
—— 3-(tetradecylthio)propan-1-ol 83517-90-2 C17H36OS
3-(tetradecylthio)propan-1-ol
—— phenyl(2,4,6-triisopropylphenyl)sulfane 1421690-07-4 C21H28S
phenyl(2,4,6-triisopropylphenyl)sulfane
—— 2-(benzothiazolyl-2-thio)-4,6-dichloro-sym-triazine 13733-99-8 C10H4Cl2N4S2
2-(benzothiazolyl-2-thio)-4,6-dichloro-sym-triazine